data_PLB
# 
_chem_comp.id                                    PLB 
_chem_comp.name                                  "2-[(2,4-DICHLOROBENZOYL)AMINO]-5-(PYRIMIDIN-2-YLOXY)BENZOIC ACID" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAD 
_chem_comp.formula                               "C18 H11 Cl2 N3 O4" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         "5-(2-PYRIMIDINYLOXY)-2-BENZOYLAMINOBENZOIC ACID" 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2004-08-24 
_chem_comp.pdbx_modified_date                    2008-10-14 
_chem_comp.pdbx_ambiguous_flag                   N 
_chem_comp.pdbx_release_status                   REL 
_chem_comp.pdbx_replaced_by                      ? 
_chem_comp.pdbx_replaces                         ? 
_chem_comp.formula_weight                        404.204 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     PLB 
_chem_comp.pdbx_model_coordinates_details        ? 
_chem_comp.pdbx_model_coordinates_missing_flag   N 
_chem_comp.pdbx_ideal_coordinates_details        ? 
_chem_comp.pdbx_ideal_coordinates_missing_flag   N 
_chem_comp.pdbx_model_coordinates_db_code        1WM0 
_chem_comp.pdbx_subcomponent_list                ? 
_chem_comp.pdbx_processing_site                  RCSB 
# 
loop_
_chem_comp_atom.comp_id 
_chem_comp_atom.atom_id 
_chem_comp_atom.alt_atom_id 
_chem_comp_atom.type_symbol 
_chem_comp_atom.charge 
_chem_comp_atom.pdbx_align 
_chem_comp_atom.pdbx_aromatic_flag 
_chem_comp_atom.pdbx_leaving_atom_flag 
_chem_comp_atom.pdbx_stereo_config 
_chem_comp_atom.model_Cartn_x 
_chem_comp_atom.model_Cartn_y 
_chem_comp_atom.model_Cartn_z 
_chem_comp_atom.pdbx_model_Cartn_x_ideal 
_chem_comp_atom.pdbx_model_Cartn_y_ideal 
_chem_comp_atom.pdbx_model_Cartn_z_ideal 
_chem_comp_atom.pdbx_component_atom_id 
_chem_comp_atom.pdbx_component_comp_id 
_chem_comp_atom.pdbx_ordinal 
PLB CL20 CL20 CL 0 0 N N N 24.370 24.037 13.839 0.796  1.124  7.233  CL20 PLB 1  
PLB C16  C16  C  0 1 Y N N 25.128 25.598 13.486 0.429  0.694  5.592  C16  PLB 2  
PLB C15  C15  C  0 1 Y N N 26.177 25.854 14.324 -0.828 0.215  5.270  C15  PLB 3  
PLB C14  C14  C  0 1 Y N N 26.829 27.052 14.150 -1.128 -0.123 3.965  C14  PLB 4  
PLB CL19 CL19 CL 0 0 N N N 28.201 27.338 15.262 -2.706 -0.724 3.562  CL19 PLB 5  
PLB C17  C17  C  0 1 Y N N 24.716 26.507 12.513 1.396  0.834  4.609  C17  PLB 6  
PLB C18  C18  C  0 1 Y N N 25.362 27.722 12.340 1.112  0.495  3.304  C18  PLB 7  
PLB C13  C13  C  0 1 Y N N 26.433 27.979 13.179 -0.154 0.009  2.971  C13  PLB 8  
PLB C11  C11  C  0 1 N N N 27.193 29.259 13.080 -0.465 -0.355 1.575  C11  PLB 9  
PLB O12  O12  O  0 1 N N N 26.514 30.273 13.252 -1.569 -0.777 1.288  O12  PLB 10 
PLB N10  N10  N  0 1 N N N 28.489 29.151 12.701 0.473  -0.220 0.618  N10  PLB 11 
PLB C2   C2   C  0 1 Y N N 29.240 30.117 12.083 0.145  -0.447 -0.716 C2   PLB 12 
PLB C3   C3   C  0 1 Y N N 28.732 31.404 11.932 -1.164 -0.292 -1.148 C3   PLB 13 
PLB C4   C4   C  0 1 Y N N 29.446 32.394 11.327 -1.490 -0.517 -2.469 C4   PLB 14 
PLB C5   C5   C  0 1 Y N N 30.723 32.106 10.881 -0.509 -0.895 -3.380 C5   PLB 15 
PLB C6   C6   C  0 1 Y N N 31.257 30.822 11.045 0.800  -1.048 -2.968 C6   PLB 16 
PLB C1   C1   C  0 1 Y N N 30.511 29.812 11.644 1.140  -0.823 -1.631 C1   PLB 17 
PLB C7   C7   C  0 1 N N N 31.106 28.427 11.794 2.535  -0.984 -1.184 C7   PLB 18 
PLB O9   O9   O  0 1 N N N 30.521 27.460 12.332 2.845  -0.700 -0.044 O9   PLB 19 
PLB O8   O8   O  0 1 N N N 32.262 28.248 11.368 3.468  -1.446 -2.040 O8   PLB 20 
PLB O21  O21  O  0 1 N N N 31.407 33.126 10.263 -0.841 -1.115 -4.680 O21  PLB 21 
PLB C22  C22  C  0 1 Y N N 32.716 33.391 10.646 -0.601 0.039  -5.346 C22  PLB 22 
PLB N27  N27  N  0 1 Y N N 32.770 33.634 12.100 -0.043 1.052  -4.702 N27  PLB 23 
PLB C26  C26  C  0 1 Y N N 33.415 34.680 12.598 0.209  2.192  -5.324 C26  PLB 24 
PLB C25  C25  C  0 1 Y N N 34.019 35.586 11.731 -0.128 2.321  -6.662 C25  PLB 25 
PLB C24  C24  C  0 1 Y N N 33.970 35.469 10.351 -0.717 1.243  -7.303 C24  PLB 26 
PLB N23  N23  N  0 1 Y N N 33.318 34.439 9.806  -0.937 0.129  -6.623 N23  PLB 27 
PLB H15  H15  H  0 1 N N N 26.481 25.131 15.100 -1.578 0.108  6.040  H15  PLB 28 
PLB H17  H17  H  0 1 N N N 23.858 26.259 11.864 2.376  1.209  4.867  H17  PLB 29 
PLB H18  H18  H  0 1 N N N 25.040 28.447 11.573 1.867  0.603  2.540  H18  PLB 30 
PLB H10  H10  H  0 1 N N N 28.941 28.258 12.899 1.378  0.035  0.858  H10  PLB 31 
PLB H3   H3   H  0 1 N N N 27.723 31.649 12.306 -1.931 0.001  -0.447 H3   PLB 32 
PLB H4   H4   H  0 1 N N N 29.004 33.396 11.202 -2.511 -0.399 -2.799 H4   PLB 33 
PLB H6   H6   H  0 1 N N N 32.280 30.602 10.697 1.560  -1.342 -3.677 H6   PLB 34 
PLB HO8  HO8  H  0 1 N N N 32.635 27.379 11.462 4.383  -1.552 -1.747 HO8  PLB 35 
PLB H26  H26  H  0 1 N N N 33.447 34.792 13.694 0.669  3.013  -4.794 H26  PLB 36 
PLB H25  H25  H  0 1 N N N 34.565 36.442 12.160 0.062  3.242  -7.193 H25  PLB 37 
PLB H24  H24  H  0 1 N N N 34.453 36.200 9.681  -0.992 1.310  -8.345 H24  PLB 38 
# 
loop_
_chem_comp_bond.comp_id 
_chem_comp_bond.atom_id_1 
_chem_comp_bond.atom_id_2 
_chem_comp_bond.value_order 
_chem_comp_bond.pdbx_aromatic_flag 
_chem_comp_bond.pdbx_stereo_config 
_chem_comp_bond.pdbx_ordinal 
PLB CL20 C16  SING N N 1  
PLB C16  C15  DOUB Y N 2  
PLB C16  C17  SING Y N 3  
PLB C15  C14  SING Y N 4  
PLB C15  H15  SING N N 5  
PLB C14  CL19 SING N N 6  
PLB C14  C13  DOUB Y N 7  
PLB C17  C18  DOUB Y N 8  
PLB C17  H17  SING N N 9  
PLB C18  C13  SING Y N 10 
PLB C18  H18  SING N N 11 
PLB C13  C11  SING N N 12 
PLB C11  O12  DOUB N N 13 
PLB C11  N10  SING N N 14 
PLB N10  C2   SING N N 15 
PLB N10  H10  SING N N 16 
PLB C2   C3   SING Y N 17 
PLB C2   C1   DOUB Y N 18 
PLB C3   C4   DOUB Y N 19 
PLB C3   H3   SING N N 20 
PLB C4   C5   SING Y N 21 
PLB C4   H4   SING N N 22 
PLB C5   C6   DOUB Y N 23 
PLB C5   O21  SING N N 24 
PLB C6   C1   SING Y N 25 
PLB C6   H6   SING N N 26 
PLB C1   C7   SING N N 27 
PLB C7   O9   DOUB N N 28 
PLB C7   O8   SING N N 29 
PLB O8   HO8  SING N N 30 
PLB O21  C22  SING N N 31 
PLB C22  N27  SING Y N 32 
PLB C22  N23  DOUB Y N 33 
PLB N27  C26  DOUB Y N 34 
PLB C26  C25  SING Y N 35 
PLB C26  H26  SING N N 36 
PLB C25  C24  DOUB Y N 37 
PLB C25  H25  SING N N 38 
PLB C24  N23  SING Y N 39 
PLB C24  H24  SING N N 40 
# 
loop_
_pdbx_chem_comp_descriptor.comp_id 
_pdbx_chem_comp_descriptor.type 
_pdbx_chem_comp_descriptor.program 
_pdbx_chem_comp_descriptor.program_version 
_pdbx_chem_comp_descriptor.descriptor 
PLB SMILES           ACDLabs              10.04 Clc1ccc(c(Cl)c1)C(=O)Nc3c(C(=O)O)cc(Oc2ncccn2)cc3                                                                                          
PLB InChI            InChI                1.02b InChI=1/C18H11Cl2N3O4/c19-10-2-4-12(14(20)8-10)16(24)23-15-5-3-11(9-13(15)17(25)26)27-18-21-6-1-7-22-18/h1-9H,(H,23,24)(H,25,26)/f/h23,25H 
PLB InChIKey         InChI                1.02b VNDRRWBKNSHALL-HPRFPMAVCV                                                                                                                  
PLB SMILES_CANONICAL CACTVS               3.341 OC(=O)c1cc(Oc2ncccn2)ccc1NC(=O)c3ccc(Cl)cc3Cl                                                                                              
PLB SMILES           CACTVS               3.341 OC(=O)c1cc(Oc2ncccn2)ccc1NC(=O)c3ccc(Cl)cc3Cl                                                                                              
PLB SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 c1cnc(nc1)Oc2ccc(c(c2)C(=O)O)NC(=O)c3ccc(cc3Cl)Cl                                                                                          
PLB SMILES           "OpenEye OEToolkits" 1.5.0 c1cnc(nc1)Oc2ccc(c(c2)C(=O)O)NC(=O)c3ccc(cc3Cl)Cl                                                                                          
# 
loop_
_pdbx_chem_comp_identifier.comp_id 
_pdbx_chem_comp_identifier.type 
_pdbx_chem_comp_identifier.program 
_pdbx_chem_comp_identifier.program_version 
_pdbx_chem_comp_identifier.identifier 
PLB "SYSTEMATIC NAME" ACDLabs              10.04 "2-{[(2,4-dichlorophenyl)carbonyl]amino}-5-(pyrimidin-2-yloxy)benzoic acid" 
PLB "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "2-[(2,4-dichlorophenyl)carbonylamino]-5-pyrimidin-2-yloxy-benzoic acid"    
# 
